15060 Montebello Road, Cupertino, California 95014, Cupertino, 95014 - 3 bed, 3 bath

15060 Montebello Road
Cupertino, California 95014
Property Price
SUMMARY
Analysis of 15060 Montebello Road, Cupertino, California 95014 is currently available with a list price of $6,950,000. The property maintains a Good Condition Rating (78/100), reflecting solid structural condition with well-maintained systems. The property presents an attractive opportunity for buyers seeking a move-in ready home. Located in a high-demand neighborhood within the Cupertino Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Condition Analysis
OVERALL CONDITION SCORE
Property is move-in ready.
The property is a well-maintained 1998 luxury estate that is move-in ready. It features a gourmet kitchen updated with quartz countertops and high-end appliances, along with modern additions like owned solar panels and EV charging. While the custom entertainment building and winery facilities are premium, the 26-year age of the primary residence and the lack of a recent full-scale renovation of all living areas place it in the 'good' category.
PROSSTRENGTHS & OPPORTUNITIES
- High Available Lot Utilization
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 156816, living area = 5576.
- Income & Lifestyle Asset
The property features a fully operational winery with 0.5 acres of mature Cabernet Sauvignon vines and a professional production facility, offering a unique blend of luxury living and commercial potential.
- Premier Entertainment Amenities
A dedicated custom-built entertainment building includes a solar-heated pool, observatory, and high-capacity event spaces, making it an unparalleled venue for hosting large-scale gatherings.
CONSRISKS & DEFICIENCIES
- MLS Listing Discrepancy
Living area discrepancy between mls listing and other public or private record. mls listing living area = 5576, other record living area = 978.
- Specialized Maintenance
The inclusion of a working vineyard and winery facility requires specialized knowledge and significant ongoing maintenance costs that may limit the buyer pool to niche enthusiasts.
- Limited Residential Bedroom Count
Despite the expansive 5,576 square footage and premium price point, the residential component offers only three bedrooms, which may be insufficient for larger families or buyers expecting more sleeping quarters.
About 15060 Montebello Road
Exceptional opportunity to acquire a rare Cupertino estate with panoramic views of Silicon Valley. This property includes a luxury residence, a fully operational winery, and 0.5 acres of mature Cabernet Sauvignon estate vines, all set amongst world-class wineries. A custom-built entertainment building is designed for high-capacity use, offering soaring ceilings, expansive windows overlooking a solar heated pool with outdoor shower, full bathroom, dual fireplaces, wet bar, family room, loft, office with built-in cabinetry, integrated audio system, and an observatory. The residential component consists of 3 bedrooms and 2 full bathrooms, with views from every room, including a primary suite with walk-in closet and ensuite bath. The gourmet kitchen is equipped with high-end appliances, quartz countertops, and a commercial dishwasher. The winery building is a full production facility featuring a bottling room, 4 large fermentation tanks, cellar, temperature controlled storage, all for operational use or flexibility for alternative uses. Fully owned solar panels offset the majority of energy costs, and there are 2 separate two-car garages (one with EV charging), and on-site parking suitable for large events. Conveniently located near hiking trails, wineries, and Cupertino schools.
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1998
- Lot Size
- 156,816 Sq. Ft.
Interior
- Total Bedrooms
- 3
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $0 / Month
Neighborhood Insights
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 4.0 | 40% |
| Baths | 3.0 | 3.0 | 50% |
| Square foot | 5,576 | 2,125 | 98% |
| Lot Size | 156,816 | 7,500 | 98% |
| Price | $6.95M | $3.40M | 98% |
| Price per sq ft | $1.2K | $1.5K | 16% |
| Built year | 1998 | 1968 | 84% |
| HOA | $0 | $0 | 50% |
| Days on market | 19 | 136 | 7% |
Pricing History
Listed for Sale
Feb 16, 2026
$6,950,000
Initial Listing
Sold
Sep 3, 2003
$1,410,000
Public Record
Sold
Sep 30, 1998
$855,000
Public Record
















































































